Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood, offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere. Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The open-concept design seamlessly blends living spaces, perfect for both intimate family moments and large gatherings. The chef-inspired kitchen is the heart of the home, featuring 42-inch cabinets, gleaming quartz countertops, a gas range, and double ovens. The oversized eat-in bar and cozy dining area flow into the spacious family room, keeping the chef engaged with guests at all times. This home offers two expansive primary suites, each providing a peaceful, private retreat. The first and second floors, covering 4,500 SF, include five bedrooms and four baths, while the lower level adds a 2,500 SF in-law suite, complete with a spacious primary bedroom, ensuite bath, two secondary bedrooms, a full hallway bath, kitchenette/bar, gym, large living room, and more. Whether you need a quiet hideaway, home office, entertainment space, or hobby room, this home offers endless possibilities. The main floor showcases a thoughtfully designed layout with a private main suite, elegant living and dining areas, and a cozy family room with a gas fireplace. French doors lead to the covered rear patio and pool deck, blending indoor and outdoor living. The well-appointed main suite boasts a luxurious bath and custom walk-in closet. Upstairs, you’ll find four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry room, and a versatile studio/playroom. Custom loft stairs lead to a third-floor bonus space, perfect for kids’ playtime or creative pursuits. The lower level is a true standout, offering 2,500 SF of flexible space. It includes a private living area, kitchenette, breakfast bar, a generously sized primary bedroom with ensuite, two additional bedrooms, a gym, a workshop area, and a game room complete with a pool table. Large window wells bring in natural light, and the space has direct access to the back patio and pool deck. Located in a quiet cul-de-sac, just minutes from Park Avenue and a short walk to the Winter Park Racquet Club, this exceptional home is in the highly sought-after Dommerich/Maitland/Winter Park High School district. Don’t miss the opportunity to make this residence your own and fulfill your vision of the perfect Winter Park lifestyle! All measurements and dimensions should be verified.
For sale
Price increase: $40K (8/8)
$2,790,000
1860 Via Contessa, Winter Park, FL 32789
8beds
7,000sqft
Est.:
Single Family Residence
Built in 2003
0.26 Acres Lot
$-- Zestimate®
$399/sqft
$-- HOA
What's special
Workshop areaGas fireplaceBreakfast barLarge laundry roomPool deckFlexible spaceGas range
- 174 days
- on Zillow |
- 1,115 |
- 48 |
Zillow last checked: 7 hours ago
Listing updated: 17 hours ago
Listing Provided by:
Sylvester Harding 407-557-3119,
SIERRA REALTY GROUP LLC 407-557-3119,
Emmanuel Bart Williams 904-874-3626,
SIERRA REALTY GROUP LLC
Source: Stellar MLS,MLS#: O6210791
Originating MLS: Orlando Regional

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Open houses
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 6
- Full bathrooms: 6
Rooms
- Room types: Attic, Bonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Dining Room, Living Room, Utility Room, Loft
Other
- Features: Walk-In Closet(s)
- Level: Basement
- Area: 360 Square Feet
- Dimensions: 20x18
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 440 Square Feet
- Dimensions: 20x22
Bedroom 1
- Features: Walk-In Closet(s)
- Level: Basement
- Area: 352 Square Feet
- Dimensions: 22x16
Bedroom 2
- Features: Built-in Closet
- Level: Second
- Area: 196 Square Feet
- Dimensions: 14x14
Bedroom 3
- Features: Built-in Closet
- Level: Second
- Area: 210 Square Feet
- Dimensions: 14x15
Bedroom 4
- Features: Walk-In Closet(s)
- Level: Second
- Area: 224.75 Square Feet
- Dimensions: 15.5x14.5
Bedroom 5
- Features: Walk-In Closet(s)
- Level: Second
- Area: 196 Square Feet
- Dimensions: 14x14
Primary bathroom
- Level: First
- Area: 182 Square Feet
- Dimensions: 14x13
Dining room
- Level: First
- Area: 1740 Square Feet
- Dimensions: 15x116
Family room
- Level: First
- Area: 418 Square Feet
- Dimensions: 19x22
Great room
- Level: Basement
- Area: 440 Square Feet
- Dimensions: 22x20
Kitchen
- Level: First
- Area: 340 Square Feet
- Dimensions: 20x17
Laundry
- Features: Dual Closets
- Level: Second
- Area: 120 Square Feet
- Dimensions: 10x12
Living room
- Level: First
- Area: 440 Square Feet
- Dimensions: 22x20
Loft
- Features: No Closet
- Level: Third
- Area: 288 Square Feet
- Dimensions: 18x16
Heating
- Central, Electric, Heat Pump, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Bar Fridge, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
- Laundry: Electric Dryer Hookup, Gas Dryer Hookup, Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), In-Law Floorplan
- Flooring: Ceramic Tile, Porcelain Tile, Tile, Hardwood
- Doors: French Doors, Outdoor Shower, Sliding Doors
- Windows: Blinds, Double Pane Windows, ENERGY STAR Qualified Windows, Insulated Windows, Low Emissivity Windows, Shades, Solar Screens
- Basement: Finished
- Has fireplace: No
- Fireplace features: Family Room, Gas, Living Room
Interior area
- Total structure area: 9,162
- Total interior livable area: 7,000 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Oversized
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
- Exterior features: Irrigation System, Lighting, Outdoor Shower, Rain Gutters, Sidewalk
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Lighting, Screen Enclosure, Tile
- Has spa: Yes
- Spa features: In Ground
- Fencing: Fenced,Vinyl
Lot
- Size: 0.26 Acres
- Features: City Lot, Landscaped
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Parcel number: 322130528000180
- Zoning: R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Basement, Block, Stem Wall
- Roof: Tile
Condition
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Green energy
- Energy efficient items: HVAC, Insulation, Thermostat
Community & HOA
Community
- Security: Closed Circuit Camera(s), Fire Alarm, Security System, Security System Owned, Smoke Detector(s)
- Subdivision: LUGANO TERRACE
HOA
- Has HOA: No
- Pet fee: $0 monthly
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $399/sqft
- Tax assessed value: $2,071,156
- Annual tax amount: $26,363
- Date on market: 6/2/2024
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
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